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Hilton Head Island, SC Short Term Rental Properties for Sale

42 results
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Beachside Villa in Palmetto Dunes
$895,000

Beachside Villa in Palmetto Dunes

21 Haul Away,Unit 15, Hilton Head Island, SC 29928

Spacious 4-bedroom villa with golf views near the beach.

  • Short walk or bike ride to Palmetto Dunes beach.
  • Located in the desirable Palmetto Dunes resort community.
  • Spacious 4‑bedroom, 5‑bath villa.
  • Panoramic golf views.
  • Access to world‑class golf, tennis, pickleball, boating, and dining.
Last Update: Sep 25
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Updated Villa Near Coligny Amenities
$629,000

Updated Villa Near Coligny Amenities

17 Lagoon Rd,Unit 31, Hilton Head Island, SC 29928

Light and bright villa with excellent rental income potential.

  • Prime Forest Beach location, just 2 blocks from the beach
  • Walking distance to Coligny Shopping Centre and Lowcountry Celebration Park
  • Updated kitchen with counter height bar seating
  • New flooring throughout and updated bathrooms
  • Private patio with community pool access
Last Update: Sep 25
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Turnkey Villa Near Coligny Beach
$427,000
885 SF

Turnkey Villa Near Coligny Beach

First-floor, two-bedroom villa with rental potential near Coligny Beach.
125 Cordillo Pkwy, Hilton Head Island, SC 29928
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Oceanfront Residence in Beachwood Place
$699,000
825 SF

Oceanfront Residence in Beachwood Place

Renovated, furnished two-bedroom condo with ocean views and beach access.
15 Forest Beach Dr, Hilton Head Island, SC 29928
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Ocean View Condo with Lockout
$485,000

Ocean View Condo with Lockout

Third-row condo with lockout, new pools, tennis, and pickleball.
10 Lemoyne Ave, Hilton Head Island, SC 29928
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Updated Villa in Palmetto Dunes
$1,249,000
1,716 SF

Updated Villa in Palmetto Dunes

Updated 3-bedroom villa in Palmetto Dunes Oceanfront Resort.
72 Ocean Ln, Hilton Head Island, SC 29928
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Remodeled Villa Near Coligny Plaza
$439,000
1,050 SF

Remodeled Villa Near Coligny Plaza

Remodeled villa with pool view, near beach, shops, and restaurants.
34 Forest Beach Dr S, Hilton Head Island, SC 29928
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Renovated Villa in Palmetto Dunes
$789,000

Renovated Villa in Palmetto Dunes

Turn-key, renovated villa in world-class Palmetto Dunes Oceanfront Resort.
45 Queens Folly Rd, Hilton Head Island, SC 29928
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Furnished Villa on Hilton Head
$359,500
1,060 SF

Furnished Villa on Hilton Head

Fully furnished penthouse villa with screened porch and central location.
380 Marshland Rd, Hilton Head Island, SC 29926
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Remodeled Sea Pines Beachside Villa
$1,700,000
1,413 SF

Remodeled Sea Pines Beachside Villa

Luxurious, fully remodeled 2BR/2BA villa with Calibogue Sound views.
247 Sea Pines Dr, Hilton Head Island, SC 29928
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Courtside Villas Turnkey Investment
$449,000

Courtside Villas Turnkey Investment

Spacious, updated villa near the beach with rental potential.
15 Deallyon Ave, Hilton Head Island, SC 29928
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Updated Coastal Retreat Near the Sea
$650,000
1,270 SF

Updated Coastal Retreat Near the Sea

Remodeled coastal retreat with modern finishes, ideal for rental.
34 S Forest Beach Dr, Hilton Head Island, SC 29928
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Hilton Head Villa Near Beach
$260,000

Hilton Head Villa Near Beach

Two-bedroom villa in gated community, close to beach and amenities.
663 William Hilton Pkwy, Hilton Head Island, SC 29928
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Furnished Townhome in Sea Pines
$735,000

Furnished Townhome in Sea Pines

Turnkey villa in Harbour Town, ready for short-term rentals.
1 Stoney Creek Rd, Hilton Head Island, SC 29928
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Harbour Town Lighthouse View Penthouse
$1,299,900
1,400 SF

Harbour Town Lighthouse View Penthouse

Updated penthouse with Harbour Town Lighthouse views, strong rental history.
6 Lighthouse Ln, Hilton Head Island, SC 29928
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Turnkey Resort Living Villa
$799,900
1,473 SF

Turnkey Resort Living Villa

Stylish 2BR/2BA + Loft End Unit Villa with Premium Amenities.
59 Carnoustie Rd, Hilton Head Island, SC 29928
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Oceanfront Villa Near Coligny Plaza
$499,900
518 SF

Oceanfront Villa Near Coligny Plaza

Top-floor villa with ocean views, upgrades, and short-term rental potential.
4 Forest Beach Dr, Hilton Head Island, SC 29928
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Oceanfront Villa with Upgrades
$499,900
518 SF

Oceanfront Villa with Upgrades

Top-floor oceanfront villa near Coligny Plaza, ideal for rental.
4 Forest Beach Dr, Hilton Head Island, SC 29928
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Sea Pines Villa Near Harbour
$724,000
1,600 SF

Sea Pines Villa Near Harbour

Spacious 2BR villa in Sea Pines, walk to Harbour Town.
19 Stoney Creek Rd, Hilton Head Island, SC 29928
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Ocean View Villa in Captains Walk
$1,590,000
1,762 SF

Ocean View Villa in Captains Walk

Direct ocean view, upgraded villa with strong rental history.
21 Ocean Ln, Hilton Head Island, SC 29928
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Hilton Head Condo with Garage
$419,900
1,430 SF

Hilton Head Condo with Garage

Well-maintained 3-bedroom condo in gated Summerfield community.
71 Summerfield Ct, Hilton Head Island, SC 29926
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Fiddler's Cove Villa Near Beach
$279,900
757 SF

Fiddler's Cove Villa Near Beach

Villa near Hilton Head Island beaches, ideal for residence or investment.
45 Folly Field Rd, Hilton Head Island, SC 29928
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Daufuskie Island Coastal Villa
$615,000
1,890 SF

Daufuskie Island Coastal Villa

Three-bedroom villa with ocean views, pool access, and island charm.
1 Fuskie Ln, Daufuskie Island, SC 29915
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Updated Villa Near Beach
$640,000

Updated Villa Near Beach

Updated 2-bedroom villa in Palmetto Dunes, short stroll to beach.
45 Queens Folly Rd, Hilton Head Island, SC 29928
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Hilton Head Island, SC Short Term Rental Properties Investment Opportunities Market Analysis

Explore 42 short term rental properties for sale in Hilton Head Island, SC, showcased through 42 active listings on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $31,635,900.

Prices for short term rental properties in Hilton Head Island, SC start at $259,500, averaging $753,235, and reaching up to $3,050,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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